diff --git a/packages/backend/package.json b/packages/backend/package.json
index f087573727..a3e2a4dbde 100644
--- a/packages/backend/package.json
+++ b/packages/backend/package.json
@@ -27,6 +27,8 @@
     "@graphql-tools/graphql-file-loader": "^7.3.4",
     "@graphql-tools/load": "^7.5.2",
     "@rudderstack/rudder-sdk-node": "^1.1.2",
+    "@sentry/node": "^7.42.0",
+    "@sentry/tracing": "^7.42.0",
     "@types/luxon": "^2.3.1",
     "ajv-formats": "^2.1.1",
     "axios": "0.24.0",
diff --git a/packages/backend/src/app.ts b/packages/backend/src/app.ts
index e5413b01f0..e12d1c0644 100644
--- a/packages/backend/src/app.ts
+++ b/packages/backend/src/app.ts
@@ -1,9 +1,12 @@
 import createError from 'http-errors';
 import express from 'express';
-import appConfig from './config/app';
 import cors from 'cors';
+
+import { IRequest } from '@automatisch/types';
+import appConfig from './config/app';
 import corsOptions from './config/cors-options';
 import morgan from './helpers/morgan';
+import * as Sentry from './helpers/sentry.ee';
 import appAssetsHandler from './helpers/app-assets-handler';
 import webUIHandler from './helpers/web-ui-handler';
 import errorHandler from './helpers/error-handler';
@@ -14,12 +17,16 @@ import {
 } from './helpers/create-bull-board-handler';
 import injectBullBoardHandler from './helpers/inject-bull-board-handler';
 import router from './routes';
-import { IRequest } from '@automatisch/types';
 
 createBullBoardHandler(serverAdapter);
 
 const app = express();
 
+Sentry.init(app);
+
+Sentry.attachRequestHandler(app);
+Sentry.attachTracingHandler(app);
+
 injectBullBoardHandler(app, serverAdapter);
 
 appAssetsHandler(app);
@@ -50,6 +57,8 @@ app.use(function (req, res, next) {
   next(createError(404));
 });
 
+Sentry.attachErrorHandler(app);
+
 app.use(errorHandler);
 
 export default app;
diff --git a/packages/backend/src/config/app.ts b/packages/backend/src/config/app.ts
index efa5e8fa94..fc8ad0b4b1 100644
--- a/packages/backend/src/config/app.ts
+++ b/packages/backend/src/config/app.ts
@@ -44,6 +44,7 @@ type AppConfig = {
   stripeStarterPriceKey: string;
   stripeGrowthPriceKey: string;
   licenseKey: string;
+  sentryDsn: string;
 };
 
 const host = process.env.HOST || 'localhost';
@@ -115,6 +116,7 @@ const appConfig: AppConfig = {
   stripeStarterPriceKey: process.env.STRIPE_STARTER_PRICE_KEY,
   stripeGrowthPriceKey: process.env.STRIPE_GROWTH_PRICE_KEY,
   licenseKey: process.env.LICENSE_KEY,
+  sentryDsn: process.env.SENTRY_DSN,
 };
 
 if (!appConfig.encryptionKey) {
diff --git a/packages/backend/src/controllers/stripe/webhooks.ee.ts b/packages/backend/src/controllers/stripe/webhooks.ee.ts
index fedbaea34c..bd398dfe58 100644
--- a/packages/backend/src/controllers/stripe/webhooks.ee.ts
+++ b/packages/backend/src/controllers/stripe/webhooks.ee.ts
@@ -1,5 +1,7 @@
 import { Response } from 'express';
 import { IRequest } from '@automatisch/types';
+
+import * as Sentry from '../../helpers/sentry.ee';
 import Billing from '../../helpers/billing/index.ee';
 import appConfig from '../../config/app';
 import logger from '../../helpers/logger';
@@ -18,6 +20,8 @@ export default async (request: IRequest, response: Response) => {
     return response.sendStatus(200);
   } catch (error) {
     logger.error(`Webhook Error: ${error.message}`);
+
+    Sentry.captureException(error);
     return response.sendStatus(400);
   }
 };
diff --git a/packages/backend/src/errors/base.ts b/packages/backend/src/errors/base.ts
index 2e3e9863d5..e72fb6dcdf 100644
--- a/packages/backend/src/errors/base.ts
+++ b/packages/backend/src/errors/base.ts
@@ -2,6 +2,7 @@ import { IJSONObject } from '@automatisch/types';
 
 export default class BaseError extends Error {
   details = {};
+  statusCode?: number;
 
   constructor(error?: string | IJSONObject) {
     let computedError: Record<string, unknown>;
diff --git a/packages/backend/src/errors/quote-exceeded.ts b/packages/backend/src/errors/quote-exceeded.ts
new file mode 100644
index 0000000000..6a3239d087
--- /dev/null
+++ b/packages/backend/src/errors/quote-exceeded.ts
@@ -0,0 +1,9 @@
+import BaseError from './base';
+
+export default class QuotaExceededError extends BaseError {
+  constructor(error = 'The allowed task quota has been exhausted!') {
+    super(error);
+
+    this.statusCode = 422;
+  }
+}
diff --git a/packages/backend/src/helpers/error-handler.ts b/packages/backend/src/helpers/error-handler.ts
index a2871f1e76..6c54c65798 100644
--- a/packages/backend/src/helpers/error-handler.ts
+++ b/packages/backend/src/helpers/error-handler.ts
@@ -1,16 +1,15 @@
-import { Request, Response } from 'express';
+import { NextFunction, Request, Response } from 'express';
 import logger from './logger';
 
-type Error = {
-  message: string;
-};
+import BaseError from '../errors/base';
 
-const errorHandler = (err: Error, req: Request, res: Response): void => {
+// Do not remove `next` argument as the function signature will not fit for an error handler middleware
+const errorHandler = (err: BaseError, req: Request, res: Response, next: NextFunction): void => {
   if (err.message === 'Not Found') {
     res.status(404).end();
   } else {
     logger.error(err.message);
-    res.status(500).end();
+    res.status(err.statusCode || 500).send(err.message);
   }
 };
 
diff --git a/packages/backend/src/helpers/graphql-instance.ts b/packages/backend/src/helpers/graphql-instance.ts
index cace804346..34c92942ee 100644
--- a/packages/backend/src/helpers/graphql-instance.ts
+++ b/packages/backend/src/helpers/graphql-instance.ts
@@ -4,8 +4,10 @@ import { loadSchemaSync } from '@graphql-tools/load';
 import { GraphQLFileLoader } from '@graphql-tools/graphql-file-loader';
 import { addResolversToSchema } from '@graphql-tools/schema';
 import { applyMiddleware } from 'graphql-middleware';
+
 import logger from '../helpers/logger';
 import authentication from '../helpers/authentication';
+import * as Sentry from '../helpers/sentry.ee';
 import resolvers from '../graphql/resolvers';
 import HttpError from '../errors/http';
 
@@ -28,6 +30,15 @@ const graphQLInstance = graphqlHTTP({
       delete (error.originalError as HttpError).response;
     }
 
+    Sentry.captureException(error, {
+      tags: { graphql: true },
+      extra: {
+        source: error.source?.body,
+        positions: error.positions,
+        path: error.path
+      }
+    })
+
     return error;
   },
 });
diff --git a/packages/backend/src/helpers/sentry.ee.ts b/packages/backend/src/helpers/sentry.ee.ts
new file mode 100644
index 0000000000..8369110e87
--- /dev/null
+++ b/packages/backend/src/helpers/sentry.ee.ts
@@ -0,0 +1,51 @@
+import { Express } from 'express';
+import * as Sentry from '@sentry/node';
+import type { CaptureContext } from '@sentry/types';
+import * as Tracing from '@sentry/tracing';
+
+import appConfig from '../config/app';
+
+export function init(app?: Express) {
+  if (!appConfig.isCloud) return;
+
+  return Sentry.init({
+    enabled: !!appConfig.sentryDsn,
+    dsn: appConfig.sentryDsn,
+    integrations: [
+      app && new Sentry.Integrations.Http({ tracing: true }),
+      app && new Tracing.Integrations.Express({ app }),
+      app && new Tracing.Integrations.GraphQL(),
+    ].filter(Boolean),
+    tracesSampleRate: 1.0,
+  });
+}
+
+
+export function attachRequestHandler(app: Express) {
+  if (!appConfig.isCloud) return;
+
+  app.use(Sentry.Handlers.requestHandler());
+}
+
+export function attachTracingHandler(app: Express) {
+  if (!appConfig.isCloud) return;
+
+  app.use(Sentry.Handlers.tracingHandler());
+}
+
+export function attachErrorHandler(app: Express) {
+  if (!appConfig.isCloud) return;
+
+  app.use(Sentry.Handlers.errorHandler({
+    shouldHandleError() {
+      // TODO: narrow down the captured errors in time as we receive samples
+      return true;
+    }
+  }));
+}
+
+export function captureException(exception: any, captureContext?: CaptureContext) {
+  if (!appConfig.isCloud) return;
+
+  return Sentry.captureException(exception, captureContext);
+}
diff --git a/packages/backend/src/models/flow.ts b/packages/backend/src/models/flow.ts
index 90abceef91..6eaab50f50 100644
--- a/packages/backend/src/models/flow.ts
+++ b/packages/backend/src/models/flow.ts
@@ -7,6 +7,7 @@ import Step from './step';
 import User from './user';
 import Execution from './execution';
 import Telemetry from '../helpers/telemetry';
+import QuotaExceededError from '../errors/quote-exceeded';
 
 class Flow extends Base {
   id!: string;
@@ -152,7 +153,7 @@ class Flow extends Base {
     const hasExceeded = await this.checkIfQuotaExceeded();
 
     if (hasExceeded) {
-      throw new Error('The allowed task quota has been exhausted!');
+      throw new QuotaExceededError();
     }
 
     return this;
diff --git a/packages/backend/src/routes/webhooks.ts b/packages/backend/src/routes/webhooks.ts
index 98191a0a7b..31e51297c3 100644
--- a/packages/backend/src/routes/webhooks.ts
+++ b/packages/backend/src/routes/webhooks.ts
@@ -21,7 +21,7 @@ const exposeError = (handler: RequestHandler) => async (req: IRequest, res: Resp
   try {
     await handler(req, res, next);
   } catch (err) {
-    res.status(422).send(err);
+    next(err);
   }
 }
 
diff --git a/packages/backend/src/worker.ts b/packages/backend/src/worker.ts
index 9e0d564685..141ac78bb1 100644
--- a/packages/backend/src/worker.ts
+++ b/packages/backend/src/worker.ts
@@ -1,3 +1,7 @@
+import * as Sentry from './helpers/sentry.ee';
+
+Sentry.init();
+
 import './config/orm';
 import './helpers/check-worker-readiness';
 import './workers/flow';
diff --git a/packages/backend/src/workers/action.ts b/packages/backend/src/workers/action.ts
index 22d1169e4e..1cf1623790 100644
--- a/packages/backend/src/workers/action.ts
+++ b/packages/backend/src/workers/action.ts
@@ -1,4 +1,6 @@
 import { Worker } from 'bullmq';
+
+import * as Sentry from '../helpers/sentry.ee';
 import redisConfig from '../config/redis';
 import logger from '../helpers/logger';
 import Step from '../models/step';
@@ -65,6 +67,12 @@ worker.on('failed', (job, err) => {
   logger.info(
     `JOB ID: ${job.id} - FLOW ID: ${job.data.flowId} has failed to start with ${err.message}`
   );
+
+  Sentry.captureException(err, {
+    extra: {
+      jobId: job.id,
+    }
+  });
 });
 
 process.on('SIGTERM', async () => {
diff --git a/packages/backend/src/workers/delete-user.ee.ts b/packages/backend/src/workers/delete-user.ee.ts
index 887149a2aa..12a0118ff7 100644
--- a/packages/backend/src/workers/delete-user.ee.ts
+++ b/packages/backend/src/workers/delete-user.ee.ts
@@ -1,4 +1,6 @@
 import { Worker } from 'bullmq';
+
+import * as Sentry from '../helpers/sentry.ee';
 import redisConfig from '../config/redis';
 import logger from '../helpers/logger';
 import User from '../models/user';
@@ -37,6 +39,12 @@ worker.on('failed', (job, err) => {
   logger.info(
     `JOB ID: ${job.id} - The user with the ID of '${job.data.id}' has failed to be deleted! ${err.message}`
   );
+
+  Sentry.captureException(err, {
+    extra: {
+      jobId: job.id,
+    }
+  });
 });
 
 process.on('SIGTERM', async () => {
diff --git a/packages/backend/src/workers/email.ts b/packages/backend/src/workers/email.ts
index 953f9c41ed..ad8aba5778 100644
--- a/packages/backend/src/workers/email.ts
+++ b/packages/backend/src/workers/email.ts
@@ -1,4 +1,6 @@
 import { Worker } from 'bullmq';
+
+import * as Sentry from '../helpers/sentry.ee';
 import redisConfig from '../config/redis';
 import logger from '../helpers/logger';
 import mailer from '../helpers/mailer.ee';
@@ -30,6 +32,12 @@ worker.on('failed', (job, err) => {
   logger.info(
     `JOB ID: ${job.id} - ${job.data.subject} email to ${job.data.email} has failed to send with ${err.message}`
   );
+
+  Sentry.captureException(err, {
+    extra: {
+      jobId: job.id,
+    }
+  });
 });
 
 process.on('SIGTERM', async () => {
diff --git a/packages/backend/src/workers/flow.ts b/packages/backend/src/workers/flow.ts
index 04d4bf002c..f8b2b01bdf 100644
--- a/packages/backend/src/workers/flow.ts
+++ b/packages/backend/src/workers/flow.ts
@@ -1,4 +1,6 @@
 import { Worker } from 'bullmq';
+
+import * as Sentry from '../helpers/sentry.ee';
 import redisConfig from '../config/redis';
 import logger from '../helpers/logger';
 import triggerQueue from '../queues/trigger';
@@ -65,6 +67,12 @@ worker.on('failed', (job, err) => {
   logger.info(
     `JOB ID: ${job.id} - FLOW ID: ${job.data.flowId} has failed to start with ${err.message}`
   );
+
+  Sentry.captureException(err, {
+    extra: {
+      jobId: job.id,
+    }
+  });
 });
 
 process.on('SIGTERM', async () => {
diff --git a/packages/backend/src/workers/trigger.ts b/packages/backend/src/workers/trigger.ts
index a74923288c..953bbf3308 100644
--- a/packages/backend/src/workers/trigger.ts
+++ b/packages/backend/src/workers/trigger.ts
@@ -1,7 +1,9 @@
 import { Worker } from 'bullmq';
+
+import { IJSONObject, ITriggerItem } from '@automatisch/types';
+import * as Sentry from '../helpers/sentry.ee';
 import redisConfig from '../config/redis';
 import logger from '../helpers/logger';
-import { IJSONObject, ITriggerItem } from '@automatisch/types';
 import actionQueue from '../queues/action';
 import Step from '../models/step';
 import { processTrigger } from '../services/trigger';
@@ -51,6 +53,12 @@ worker.on('failed', (job, err) => {
   logger.info(
     `JOB ID: ${job.id} - FLOW ID: ${job.data.flowId} has failed to start with ${err.message}`
   );
+
+  Sentry.captureException(err, {
+    extra: {
+      jobId: job.id,
+    }
+  });
 });
 
 process.on('SIGTERM', async () => {
diff --git a/packages/types/index.d.ts b/packages/types/index.d.ts
index 145c68a695..40ecea8eb1 100644
--- a/packages/types/index.d.ts
+++ b/packages/types/index.d.ts
@@ -333,5 +333,6 @@ declare module 'axios' {
 
 export interface IRequest extends Request {
   rawBody?: Buffer;
+  currentUser?: IUser;
 }
 
diff --git a/yarn.lock b/yarn.lock
index 742a7a0ba1..a13a021b67 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -3415,6 +3415,51 @@
     component-type "^1.2.1"
     join-component "^1.1.0"
 
+"@sentry/core@7.42.0":
+  version "7.42.0"
+  resolved "https://registry.yarnpkg.com/@sentry/core/-/core-7.42.0.tgz#3333a1b868e8e69b6fbc8e5a9e9281be49321ac7"
+  integrity sha512-vNcTyoQz5kUXo5vMGDyc5BJMO0UugPvMfYMQVxqt/BuDNR30LVhY+DL2tW1DFZDvRvyn5At+H7kSTj6GFrANXQ==
+  dependencies:
+    "@sentry/types" "7.42.0"
+    "@sentry/utils" "7.42.0"
+    tslib "^1.9.3"
+
+"@sentry/node@^7.42.0":
+  version "7.42.0"
+  resolved "https://registry.yarnpkg.com/@sentry/node/-/node-7.42.0.tgz#62b31f5b5b8ffb8f2f917deb143e27935b357409"
+  integrity sha512-mmpVSDeoM5aEbKOMq3Wt54wAvH53bkivhRh3Ip+R7Uj3aOKkcVJST2XlbghHgoYQXTWz+pl475EVyODWgY9QYg==
+  dependencies:
+    "@sentry/core" "7.42.0"
+    "@sentry/types" "7.42.0"
+    "@sentry/utils" "7.42.0"
+    cookie "^0.4.1"
+    https-proxy-agent "^5.0.0"
+    lru_map "^0.3.3"
+    tslib "^1.9.3"
+
+"@sentry/tracing@^7.42.0":
+  version "7.42.0"
+  resolved "https://registry.yarnpkg.com/@sentry/tracing/-/tracing-7.42.0.tgz#bcdac21e1cb5f786465e6252625bd4bf0736e631"
+  integrity sha512-0veGu3Ntweuj1pwWrJIFHmVdow4yufCreGIhsNDyrclwOjaTY3uI8iA6N62+hhtxOvqv+xueB98K1DvT5liPCQ==
+  dependencies:
+    "@sentry/core" "7.42.0"
+    "@sentry/types" "7.42.0"
+    "@sentry/utils" "7.42.0"
+    tslib "^1.9.3"
+
+"@sentry/types@7.42.0":
+  version "7.42.0"
+  resolved "https://registry.yarnpkg.com/@sentry/types/-/types-7.42.0.tgz#e5019cd41a8c4a98c296e2ff28d6adab4b2eb14e"
+  integrity sha512-Ga0xaBIR/peuXQ88hI9a5TNY3GLNoH8jpsgPaAjAtRHkLsTx0y3AR+PrD7pUysza9QjvG+Qux01DRvLgaNKOHA==
+
+"@sentry/utils@7.42.0":
+  version "7.42.0"
+  resolved "https://registry.yarnpkg.com/@sentry/utils/-/utils-7.42.0.tgz#fcffd0404836cb56975fbef9e889a42cc55de596"
+  integrity sha512-cBiDZVipC+is+IVgsTQLJyZWUZQxlLZ9GarNT+XZOZ5BFh0acFtz88hO6+S7vGmhcx2aCvsdC9yb2Yf+BphK6Q==
+  dependencies:
+    "@sentry/types" "7.42.0"
+    tslib "^1.9.3"
+
 "@sindresorhus/is@^0.14.0":
   version "0.14.0"
   resolved "https://registry.yarnpkg.com/@sindresorhus/is/-/is-0.14.0.tgz#9fb3a3cf3132328151f353de4632e01e52102bea"
@@ -6778,7 +6823,7 @@ cookie-signature@1.0.6:
   resolved "https://registry.yarnpkg.com/cookie-signature/-/cookie-signature-1.0.6.tgz#e303a882b342cc3ee8ca513a79999734dab3ae2c"
   integrity sha1-4wOogrNCzD7oylE6eZmXNNqzriw=
 
-cookie@0.4.2:
+cookie@0.4.2, cookie@^0.4.1:
   version "0.4.2"
   resolved "https://registry.yarnpkg.com/cookie/-/cookie-0.4.2.tgz#0e41f24de5ecf317947c82fc789e06a884824432"
   integrity sha512-aSWTXFzaKWkvHO1Ny/s+ePFpvKsPnjc551iI41v3ny/ow6tBG5Vd+FuqGNhh1LxOmVzOlGUriIlOaokOvhaStA==
@@ -11703,6 +11748,11 @@ lru-cache@^7.3.1:
   resolved "https://registry.yarnpkg.com/lru-cache/-/lru-cache-7.4.0.tgz#2830a779b483e9723e20f26fa5278463c50599d8"
   integrity sha512-YOfuyWa/Ee+PXbDm40j9WXyJrzQUynVbgn4Km643UYcWNcrSfRkKL0WaiUcxcIbkXcVTgNpDqSnPXntWXT75cw==
 
+lru_map@^0.3.3:
+  version "0.3.3"
+  resolved "https://registry.yarnpkg.com/lru_map/-/lru_map-0.3.3.tgz#b5c8351b9464cbd750335a79650a0ec0e56118dd"
+  integrity sha512-Pn9cox5CsMYngeDbmChANltQl+5pi6XmTrraMSzhPmMBbmgcxmqWry0U3PGapCU1yB4/LqCcom7qhHZiF/jGfQ==
+
 luxon@2.5.2, luxon@^2.3.1:
   version "2.5.2"
   resolved "https://registry.yarnpkg.com/luxon/-/luxon-2.5.2.tgz#17ed497f0277e72d58a4756d6a9abee4681457b6"
@@ -16799,7 +16849,7 @@ tsconfig@^7.0.0:
     strip-bom "^3.0.0"
     strip-json-comments "^2.0.0"
 
-tslib@^1.8.1, tslib@^1.9.0:
+tslib@^1.8.1, tslib@^1.9.0, tslib@^1.9.3:
   version "1.14.1"
   resolved "https://registry.yarnpkg.com/tslib/-/tslib-1.14.1.tgz#cf2d38bdc34a134bcaf1091c41f6619e2f672d00"
   integrity sha512-Xni35NKzjgMrwevysHTCArtLDpPvye8zV/0E4EyYn43P7/7qvQwPh9BGkHewbMulVntbigmcT7rdX3BNo9wRJg==